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$969,000
4 Beds 4 Baths Glencoe Sub SubDv. 32789 Zip Code
Contemporary new build in Winter Park, FL! Nestled amongst million-dollar properties, with Lake Killarney just down the street, this single-story residence with four bedrooms, three and a half bathrooms, 3,110 square feet of living space and two-car garage offers clean lines, open floor plan and sleek and modern interiors. The home features a split floor plan with tile plank flooring throughout. Enter to a central living area and designer kitchen overlooking the family room with views of both the front and spacious backyard. The kitchen features chic ceiling-height solid wood white shaker cabinetry, stainless appliances, electric range, island pendant lighting, white farmhouse sink/center island, quartz counters and recessed lighting with LED trim. The primary suite offers views and an entrance to the backyard with en-suite bath featuring a designer tiled walk-in shower with custom glass enclosure, solid wood vanity and walk-in closet with custom shelving. This gorgeous modern home also features three additional guest bedrooms with two full baths and one half bath. Interior laundry with mop sink. Plenty of room for a pool or host outdoor BBQs and gatherings in the spacious fenced-in backyard. Close proximity to all of the cultural offerings and commerce Winter Park is known for, just a quick stroll, bike ride or drive away. Near Hillstones, Park Avenue, Winter Park Village, Trader Joe's, Rollins College, Enzian Theater, golf courses, College Park, SunRail and traffic access points. No HOA. Additional Features: Pre-Wired for a Pool, 30-year fiberglass architectural shingles. Energy-saving features: Core-filled block with foam insulation, R-38 fiberglass insulation in attic, low-E double-pane vinyl-insulated windows, high-efficiency 15-seer Rheem AC. Programmable thermostat, high efficient 50-gallon propane gas tankless water heater. *Professional photos coming soon!

2430 Roxbury Road, Winter Park

$706,000
3 Beds 2 Baths Dixie Terrace SubDv. 32789 Zip Code
Price Improvement on the Lowest Priced Pool Home in 32789!! Welcome to this stunning bungalow featuring 3 bedroom, 2 bathrooms with a Pool situated in the historic and charming area of Winter Park. This beautiful home features a brand-new kitchen with white shaker cabinets, quartz countertops and stainless-steel appliances. The entire house has been upgraded with luxury vinyl flooring throughout for an elegant yet modern touch that is sure to impress. As you explore the exterior of this home, you will quickly take note of its extra wide lot surrounded by million-dollar homes as well as its white vinyl fencing surrounding the pool in the backyard. You can also enjoy a circular drive or stroll down one of its brick streets while taking advantage of being mere steps away from Park Avenue’s many shops and restaurants. This property offers A rated schools nearby so you can ensure your children receive only the best educational opportunities available today! And with a spacious 1672 square feet interior space, there is plenty of room for everyone to grow and thrive in comfort - truly giving you all the necessary elements for an idyllic lifestyle here at this stunning home!

1231 Kenwood Avenue, Winter Park

$965,000
3 Beds 4 Baths Osceola Shores Sec 01 SubDv. 32789 Zip Code
PRICE IMPROVEMENT! PRIME LOCATION! .45 ACRE HOME SITE with Charming pool home in the Heart and Soul of Winter Park's Osceola Shores neighborhood. Walk to Polasek Museum, Rollins College, Dinky Dock Park and Park Avenue shops and restaurants. Just a great location! BUILD YOUR DREAM HOME or Enjoy This Classic property, originally built for the Miller Hardware family, is truly a one of a kind property. Expansive front lawn, Split floor plan and exceptional renovation offers a range of spaces inside and out. Wood floors, custom tiles and a wood burning fireplace adds warmth and charm to this relaxed and informal gem. Professionally equipped Kitchen featuring granite countertops, Sub Zero built in refrigerator and gas stove. The spacious Owners suite has a Jacuzzi tub, large glass shower and oversized vanity with marble floors. Split plan with All 3 bedrooms having access to their own baths. This home has a nice size Den/ office space as well as a Sunny Florida Room with bright windows and French door overlooking lush landscaping and tree canopy. Custom shutters throughout add a touch of class and sophistication. Have a delicious meal in your formal dining room or step outside to your private rear deck and pool area and enjoy a casual dining experience under your custom pergola. Seperate pool bath as well. Plenty of parking for guests on the long paver driveway. Just under a half acre and set back with an amazing landscaped lawn and garden. Welcome Home!

911 Osceola Avenue, Winter Park

$400,000
Capens Add SubDv. 32789 Zip Code
Prime Winter Park location in a fast-growing section of the city this is a great find. Zoned R-2, .25 acres, this lot is cleared with nice shade trees, not in any flood zone and a great lot for a builder or investor. Build your dream property in the heart of Winter Park. Mega homes being built all around this amazing location. Surrounded by mature landscaping and an abundance of trees. Nestled in between a church on one side, and a parking lot on the other side this land has so much potential. The parking lot is for the office complex located behind this piece of land. Nice and quiet. Within 15 minute walk to everything Winter Park has to offer. So close to 17-92 and EZ access to downtown Orlando, good food, shopping, and entertainment. Winter Park SCHOOLS are some of the best in the state. Very popular area for new construction and increased values. They are not making any more land!!! Build something fabulous!

822 Symonds Avenue, Winter Park

$2,050,000
5 Beds 5 Baths Windsong Lakeside Sec 02 43/71 SubDv. 32789 Zip Code
Residing in one of Winter Park’s most sought-after communities, this gorgeous Windsong Estate awaits. From the expansive layout and beautiful outdoor living space to the stunning Brazilian Walnut floors and detailed, high ceilings throughout the downstairs living areas, no aspect was overlooked in its construction or care since. The custom double entry doors and 19’ entry foyer welcome you into the formal living and dining, and flow into the remainder of the home. There are 5-bedrooms and 5-bathrooms (one being used as an office), a family room, formal living and dining rooms, bonus room, and a chef’s dream of a kitchen. Here you will find high-end Thermador, Monogram, and Bosch appliances, as well as custom cabinetry, granite counters, two large islands, breakfast bar, and walk-in pantry. The primary bedroom sits on the main level and is extremely spacious, offering a spa bath with dual vanities, large shower, soaking tub, and double walk-in closets with custom organizers. Upstairs is the bonus room along with 3 En-suite bedrooms, all quite spacious with large closets. Accessible from either the family room, formal living room, or primary bedroom to the outdoor living space is sure to be a favorite for everyone. The covered lanai boasts remote controlled screens, tongue and groove ceilings, tile floors, and a custom outdoor kitchen. All overlooking the custom pool by Southern Designs and lovely pond views. Community residents are zoned for A-rated schools and have access to 2 community pools, a splash park, playgrounds, and chain of lake access. With the recent price reduction, it is now the lowest priced home in Windsong Lakeside while enjoying a premium oversized, waterfront lot.

1428 Holts Grove Circle, Winter Park

$285,000
2 Beds 3 Baths Sandalwood Creek Condo Ph 02 SubDv. 32789 Zip Code
NEW PRICE!!!!!! A VERY DELIGHTFUL WINTER PARK CONDO awaits your purchase in desirable 32789. Stylish and updated, this two bedroom with 2.5 baths is a rare find, and is perfect for the buyer who wants an easy commute to so many places. Situated between HWY 17-92 and SR 436, this location is close to good schools, restaurants and shopping in both Winter Park and Maitland. The location also makes a convenient starting point for commutes to UCF, Full Sail, and to the Orlando International Airport. As you enter this home you are welcomed with good natural light, 18x18 tile floors, and a spacious LR/DR combo that is open to a kitchen with handsome granite counters and stainless appliances. There is a laundry closet with full size washer (2020) and dryer and a powder bath that completes the first floor plan. Upstairs there are two carpeted bedrooms and two baths both that have newer cabinets, hardware and granite counter tops. A complete HVAC system was installed in December 2022, and the complex roof was installed in 2021. The Sandlewood Creek complex has a community pool, and both guest and assigned parking. It is rare that a unit here comes on the market. Tenant occupied until September 30, 2023. The tenant could continue to lease if income investment is wanted by buyer, and if lease terms are suitable to all parties. This cute condo is calling your name!

287 Sandlewood Trail Unit 4, Winter Park

$1,211,000
4 Beds 4 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
Pre-Construction. To be built. Pre-Construction. to Be Built. You'll love this stunning brand new, 2-story Modern Mediterranean pool home located in the highly desirable Winter Park area. This 2-story property offers custom luxury design and materials. As you step inside you will notice the beautiful tones in the engineered hardwood flooring, modern light fixtures greeted with a beautiful dining/foyer living area leading to a generous kitchen. This home will offer opulent features that will accommodate the whole family. The kitchen will offer custom real wood cabinetry, quartz counter tops, wine fridge, over-sized island, 36’ high-end natural gas range top, in wall microwave, in wall convection oven, refrigerator and dishwasher. While you entertain guests in the family room, enjoy the view of the lanai with a beautiful summer kitchen for outside entertainment. The master suite is located on the first floor with a large walk-in closet with custom shelving. As you enter the large master bath, you’ll enjoy the freestanding tub and Shower combo on a daily basis. As you ascend the staircase to the second floor, there are three nicely sized bedrooms and two full baths. One of the bedrooms has a En-suite bathroom. The other two bedrooms share a bathroom. The home is being constructed and marketed as a custom home. Any proposed changes to selections will be at the sole discretion of Seller. No changes to the floor plan will be permitted. The seller reserves the right to make any and all necessary changes to ensure and facilitate efficiency of construction and completion. Interior finishes and colors are not final and to be determined. About the builder: Nautilus Homes has been building and renovating homes in the central Florida area for over 35 years. Many of the custom homes completed show attention to detail with great craftsmanship. Winter Park’s most desirable neighborhoods five-minute drive to distance to Phelps Park, the YMCA, Lakemont Elementary and Interlachen Country Club. Please reach out today for more detailed information!

1511 Palm Avenue, Winter Park

$1,950,000
3 Beds 3 Baths Winter Park Old Town SubDv. 32789 Zip Code
NEW AND IMPROVED PRICE: Located in the heart of “The Golden Triangle” of Winter Park, this 0.43 acre property is approximately 125 feet wide by 150 feet deep. Discretely hidden behind a wall of podocarpus, this exclusive Georgia Avenue opportunity is only a few short blocks from the retail and restaurants located on Park. Live in the lovely, one-story 2,709 SF Santa Barbara style pool home currently sitting on the property as it is, add on and renovate it to make it your own or tear it down to build the custom home of your dreams. The current home includes a deep covered entry to greet your guests. Beyond the front door is an ample foyer and powder bath. Visible from the foyer are several old-world-style brick walls with gracious arches. Directly through the foyer’s arched opening you will find the entertaining areas — kitchen, dining and family rooms. The dining area is complete with a built-in bar. Updated countertops in the kitchen, lighting and neutral paint allow these flexible spaces to be well received by guests and owners alike. A touch of warmth is added by the masonry fireplace. Multiple sets of french doors and large scale windows allow for an abundance of natural light and a direct view of the enormous backyard. The mature landscaping, pool and broad brick patio area are ideal for entertaining or private enjoyment. Large scale windows also line the galley hallway to the right of the foyer where you will find the master suite featuring a renovated bathroom updated with a soaking tub, designer tile, lighting fixtures and vanities. Continuing down the hall are the two remaining bedrooms, a shared full bathroom and a bonus area. Incredible new house plans designed by the collaborative team of Cynde Norris and Jodie Warrick Konold of Scout & Company Lifestyle + Design are offered with the sale. The Kingston House plans reflect a 6,010 SF estate in a Modern Tudor style with five bedrooms, plus an office and detached Casita as well as an accompanying six full and one half bathrooms.

870 Georgia Avenue, Winter Park

$?
3 Beds 3 Baths Fairshores Place SubDv. 32789 Zip Code
Charming Winter Park Pool Home! This fantastic three bedroom, two and one-half bath home has been completely renovated inside and out with high-end finishes. New Tile floors throughout with beautiful inlay in the foyer, granite counters and cabinets in the kitchen and bathrooms, stainless steel appliances, freshly painted inside and out, all new windows throughout home with blinds. Hot water heater, plumbing, roof and HVAC all replaced in 2013. Great open floor plan with rooms that flow seamlessly. Family Room offers a wood burning fireplace, bar and sliding doors that lead to the patio and new marcited pool. Nice fenced yard, oversized lot and two car garage. All this with a Winter Park address! Do not miss this one!

2803 Riddle Drive, Winter Park

$?
4 Beds 3 Baths Dixie Terr Unit No 2 SubDv. 32789 Zip Code
Winter Park Home just steps from Park Avenue. Brazilian Cherry & Porcelain tile floors. Trey Ceilings, Crown & Chair moulding. Custom 42" Mahogany Kitchen Cabinetry with Island. Stainless Steel Appliances, Sile Stone Counters. 3 or 4 Bedrooms and 3 Full Baths. Upstairs Laundry features Stacked front load Washer & Dryer. Gorgeous Master Bath features Jacuzzi jet tub and separate shower, His & Hers vanities, brushed bronze fixtures. Custom Bronze accent. Two 10x20 covered lanai on back, one upstairs off Master Bedroom and one downstairs off Great Room. Bedroom #4 on first floor could be Den/Office/Library. Beautiful landscaping with fountain. This home has it all and is close to everything, restaurants, shopping, minutes to Park Maitland School. Enjoy all that Winter Park has to offer. MUST SEE THIS HOME. BRING YOUR pickiest BUYERS AND EXPECT TO BE IMPRESSED. **Available for Rent** $2500/mo plus $2500 security deposit.

1341 Lyndale Boulevard, Winter Park

$?
4 Beds 4 Baths Fontainebleau SubDv. 32789 Zip Code
Great Winter Park home ~ meticulously maintained & move-in ready! Brand new A/C & brand new carpet installed January 2014. Three bedroom + office and three full baths in main house with gorgeous hardwood floors, family room with fireplace, French doors with views of the picturesque backyard, a covered patio, a spacious master suite with dual vanity master bath & large walk-in closet. All bedrooms are freshly painted. The detached two-car garage offers a second floor guest/in-law suite complete with full bath ~ perfect for overnight guests, a fitness room, art studio or home office. Central location, closet to Grade A schools, Maitland & downtown Winter Park. Walk to the Winter Park Racquet Club or bike to Kraft-Azalea Park.

2350 Temple Drive, Winter Park

$?
2 Beds 3 Baths Killarney Bay Condo SubDv. 32789 Zip Code
GREAT TOWN HOME WITH PRIVATE REAR SCREED PORCH. BOTH BEDROOMS ARE UPSTAIRS WITH EN SUITE BATHROOMS AND WALK IN CLOSETS. MASTER BEDROOM HAS A VERY LARGE BALCONY. WOOD BURNING FIREPLACE IN THE GREAT ROOM, OPEN KITCHEN FLOOR PLAN, SCREENED PORCH WITH OUTDOOR STORAGE CLOSET. DINING ROOM OFF FRONT FOYER, LARGE LAUNDRY ROOM AND SEPARATE HALF BATH. CENTRAL HEATING AND AIR WERE INSTALLED MARCH 2011. ONLY 45 UNITS IN THIS VERY WELL FUNDED COMPLEX. ONLY TOWN HOME AVAILABLE. LAST ONE SOLD FOR OVER $200,000. RARELY DO THIS UNITS COME AVAILABLE. WALK TO WINTER PARK VILLAGE, THAT IS HOME TO PUBLIX, MITCHELLS SEAFOOD, BRIO, PF CHANG'S, CHEESECAKE FACTORY, AND REGAL 20 SCREEN MOVIE THEATER. STARBUCKS IS ONLY STEPS AWAY FROM YOUR FRONT DOOR. COMPLEX SITS ON LAKE KILLARNEY, BRING YOUR BOAT AND ENJOY THIS MASSIVE CLEAN LAKE.

130 Killarney Bay Court Unit 5-3, Winter Park

$?
2 Beds 2 Baths Phillips Circle Rep (Whispering Waters) SubDv. 32789 Zip Code
Sophisticated & spacious Whispering Waters ground floor unit. Lake Osceola is your front yard & downtown Winter Park your backyard. Gracious floor plan with travertine floors & a spectacular sun/family room overlooking a large patio. This premium unitis within easy walking distance of Park Avenue & all it has to offer. There are two (2) exquisite baths in marble & stone with custom cabinetry, an inviting kitchen with newer appliances & granite counter tops. Excellent storage in living room, bathrooms, hall closets. Bright home office off master bedroom with built in desks & cabinetry. Underground parking. Surround sound system. New Air Conditioning 2009. A MUST SEE!! Also available for rent - $2,100/month.

311 E Morse Boulevard Unit 3-2, Winter Park

$?
4 Beds 3 Baths Winter Park Hgts SubDv. 32789 Zip Code
Active with Contract. Lease in Place. Tenant comes with purchase at $3300 per month for 1 year plus month to month option after. Spanish Mission revival built by E2 Homes. Certified green construction in the "Tree Streets" of Winter Park. Original construction 1967. Complete ground up renovation in 2006 ensures an efficient worry free home for years to come.Separate office between kitchen and Master, split plan with four bedrooms, three full baths with spacious master retreat. Travertine floors in main living areas, custom cabinetry, butlers pantry, exotic granite counter tops, stainless appliances, and much more. Open kitchen that looks out to covered lanai area and large back yard with room for a pool. Drought tolerant landscaping creates a low water consumption yard. Don't wait until it is too late, make an appointment today! Also available for Lease at $3,500 per month.

1690 Oneco Avenue, Winter Park

$?
2 Beds 2 Baths Villa Siena SubDv. 32789 Zip Code
The Villa Siena Residences take sophistication to a new level offering the convenience of city living and the privilege of estate luxury.Reflecting the classic architecture of Tuscany's centuries-old Siena, Villa Siena combines Old World design and a carefree lifestyle in the heart of Winter Park. Offering 1,619 to nearly 4,000 square feet of living space, Villa Siena's eight distinct floor plans are appointed with superb features, including stone and hardwood floors, private balconies and Sub-Zero and Wolf appliances. With just four floors, Villa Siena imparts an intimate setting while delivering abundant amenities, including a club roomwith bar, billiards and card lounge, fitness center and a rooftop terrace. Villa Siena a quintessential turnkey property ideal for part-time residents and those with demanding lifestyles. Villa Siena's coveted downtown Winter Park location is replete withretail, fine dining and entertainment offerings and is in convenient proximity to the Alfond Inn.

315 E New England Avenue Unit 22, Winter Park